Vacation rentals in South Milford

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Top-rated vacation rentals in South Milford

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite
Home in Goshen
4.88 out of 5 average rating, 115 reviews

The Cozy Townhouse

Welcome to The Cozy Townhouse located in Goshen. Centrally located to Middlebury, Nappanee, and Shipshewana, this will be the perfect place to settle down for the night. The property has a closed in backyard fence with a fireplace where you can enjoy your evenings. Whether you are staying with family or with friends this will be a great stay for you. Wake up and enjoy a fresh cup of coffee with grounds from local coffee shop Main Street Roasters which is located in Nappanee. 40 minutes from ND.

Guest favorite
Cabin in North Webster
4.89 out of 5 average rating, 267 reviews

Dock of Bay Cabin- Private Dock on Lake Webster

"Last Cast" is close to town, creating the perfect space to have access to peace & quiet while being close to town & water. This cabin is on a private property that guests will have all to themselves while they are here. You will have access to an eat in kitchen, living room, private bathroom, and a loft which has two beds. This cabin comes w/channel dock space on the S. side of Lake Webster. There is space for your boat & water toys to bring along w/ you or rent items @ a marina while here.

Top guest favorite
Guest suite in Shipshewana
4.97 out of 5 average rating, 594 reviews

Picket Fence Farm Private Guest Retreat Suite

Stay in a 2nd story private suite in a modern farmhouse where we reside on a family farm in Amish country. Guests have the entire 2nd floor: 2 bedrooms, a private bath, and a sitting room. You can watch Amish buggies drive by while you rock on the front porch, access shared patio spaces or sit by a creek. We have cows, goats & chickens. We're in the heart of Shipshewana Amish/Mennonite community, minutes from downtown Shipshewana & all it has. An authentic, comfortable country getaway.

Top guest favorite
Sunlight filters through trees, casting gentle shadows across the lush lawn. A serene lake reflects the sky, with a canoe and dock visible in the distance. A swing set and seating area are positioned to enjoy the tranquil views.
Home in Howe
4.96 out of 5 average rating, 763 reviews

Amazing Views Lakehouse with Kayaks

The Cozy Nest is an adorable three-bedroom, pet-friendly cottage with amazing views of a quiet, no-wake lake. Enjoy the stunning view while your cares melt away in the hot tub. The kitchen is fully stocked and ready for your use. Fiber optic wifi will keep you connected. There are two bicycles available for exploring the surrounding countryside as well as a canoe, 3 kayaks, and paddle boat to use on the water. Shipshewana is a quick 15-mile drive away through beautiful Amish countryside.

Top guest favorite
A serene view of Sylvan Lake showcasing a calm body of water surrounded by trees. Two docks are visible, one with a canoe positioned nearby. A large gray house stands in the background, indicating lakeside living. The sky is overcast, and the area appears peaceful.
Cottage in Rome City
4.98 out of 5 average rating, 258 reviews

Lakeside Sylvan-Lake Rome City Cottage

Welcome to Sylvan Lake in Rome City, IN. Sylvan Lake is an all season ski lake wonderful for all boating, fishing, skiing, tubing, wave runners and even a swim from the dock. You have 60 feet of lake front with two docks to bring your lake toys or rent a pontoon for the day/weekend or week. Full size kitchen, laundry, two big smart tv's with cable and wifi. Small shed for storage, large deck, canoe for 3, fire pit & gas grill. Wedding, family, golfing or weekend away? Lakeside Sylvan!

Guest favorite
The kitchen features modern appliances, including a stainless steel refrigerator, black microwave, and gas range. White cabinetry contrasts with dark countertops, and a double sink is positioned beneath overhead lighting. The flooring is a warm wood tone, contributing to a clean and functional space.
Home in Angola
4.98 out of 5 average rating, 160 reviews

Fox Lake Road Bungalow (Near Trine University)

This two bed two bath home is very new and fresh with brand new high-end furniture. From the 65” TV to the gas fire pit on the patio overlooking the small creek and woods you won’t feel more relaxed. We are five short blocks from Trine University and a short drive to the center of town and one of our 101 lakes. Fox Lake Road Bungalow is equipped with several smart home features keeping your check-in fast and simple. We would love to host you. Thank you for your consideration.

Top guest favorite
Cottage in Albion
4.96 out of 5 average rating, 145 reviews

Beautiful Skinner Lake View Cottage

Private vacation home with a beautiful view of Lake Skinner. Waterfront access for fishing or taking the paddle boat out (seasonal). This cottage has all the basic amenities to make your stay comfortable. From the warm fire place to the spacious deck and 3 seasons room, you can enjoy this place anytime of the year. The full kitchen makes this place perfect for a week long getaway! A short twenty minute drive to Auburn and under an hour drive to Fort Wayne and Shipshewana.

Guest favorite
Tiny home in Shipshewana
4.93 out of 5 average rating, 199 reviews

Private Lake+Fire Pit+Sauna+Kayaks | Pine & Paddle

Welcome to Pine and Paddle — the perfect place to unplug, recharge, and reconnect with nature by the lake. Unwind at this cozy lakeside tiny home, perfect for couples, friends, or solo travelers seeking peace, nature, and a hint of adventure near downtown Shipshewana. 🔥 Campfire pad w/ firewood + lake views 🛶 Kayaks + fishing poles + private dock ♨️ Wooden barrel sauna for ultimate relaxation 🌳 Private lake, beach, & outdoor games 🛏️ Sleeps 5 w/ full-size bunks + couch

Top guest favorite
The charming stone cottage is framed by a blossoming pink tree in the front yard. A well-maintained path leads to the entrance, showcasing the natural stone facade and numerous windows. The surrounding greenery enhances the inviting exterior of the home.
Cottage in Rome City
4.98 out of 5 average rating, 121 reviews

Stone Cottage on Kerr Island

Welcome to the little stone cottage on beautiful Sylvan Lake. We are located in Rome City, IN. This adorable house, originally built in 1930, was remodeled and completely renovated in 2018. The updated kitchen features tiled backsplash, gas range, oven, and fridge. There is a microwave and Keurig for your convenience. The bedroom has a queen-sized bed, a small wardrobe for hanging clothes, and a dresser. The bathroom features a tiled shower.

Top guest favorite
A modern kitchen and dining area features sleek countertops and a stove. Three wooden bar stools line the kitchen island, while a dining table is positioned in the corner, accompanied by wooden chairs. Natural light enters through the window, enhancing the open layout.
Apartment in Howe
4.95 out of 5 average rating, 260 reviews

The Upper Room

A newly remodeled full above-garage apartment with private entrance and access to a one car garage with a secure key pad. Only 15 minutes from Shipshewana Trading Place which is home to the midwest's largest flea market, beautiful Pumpkinvine Nature Trail amid Amish inspired shops and cuisine. Minutes from Indiana toll road exit 121 this quiet wooded setting is a great choice for an extended stay or ideal for a special getaway.

Top guest favorite
A charming log cabin features a welcoming facade with large windows framed by wooden accents. The entrance is accessed via a stone pathway lined with landscaped garden beds, showcasing lush greenery and colorful plants. Surrounding trees provide a serene, natural setting.
Cabin in Middlebury
4.99 out of 5 average rating, 428 reviews

Cabin off 39 - Peaceful, private one bedroom cabin

Kick back and relax in this calm, stylish space. Nestled among the trees, it provides a quiet getaway from the chaos of life allowing you to recharge and renew. The main residence is approximately 400 feet from the cabin. The cabin is secluded and yet close to local attractions, restaurants, biking and nature trails. The Cabin has a total of 420 sq ft living space with 280 sq ft on the ground floor and a 140 sq ft bedroom loft.

Top guest favorite
Tiny home in Fort Wayne
4.97 out of 5 average rating, 759 reviews

The Tiny Shed-Boutique Getaway-Wooded View-Firepit

The Tiny Shed is the prettiest little tiny home in Fort Wayne! Nestled next to the woods, our guests will enjoy a quiet, country getaway to escape all the busy of the city life! The stunning 9-foot windows in the bedroom give you the feel of sleeping in the woods, yet you have total privacy! SPECIAL NOTE: We were listed as the most unique Airbnb in Indiana by House Beautiful-2022!

Popular amenities for South Milford vacation rentals

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